Abstract
Two novel benzylazaphilone derivatives with an unprecedented carbon skeleton, aspergilone A (1), and its symmetrical dimer with a unique methylene bridge, aspergilone B (2), have been isolated from the culture broth of a marine-derived fungus Aspergillus sp. from a gorgonian Dichotella gemmacea. Their structures and relative stereochemistries of 1 and 2 were elucidated using a combination of NMR spectroscopy and X-ray crystallography. Compound 1 not only exhibited in vitro selective cytotoxicity but also showed potent antifouling activity.
Copyright © 2010 Elsevier Ltd. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Anthozoa / microbiology*
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Antineoplastic Agents / chemistry*
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Antineoplastic Agents / isolation & purification
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Antineoplastic Agents / pharmacology*
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Aspergillus / chemistry*
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Benzopyrans / chemistry*
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Benzopyrans / isolation & purification
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Benzopyrans / pharmacology*
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Biofouling / prevention & control*
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Cell Line, Tumor
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Crystallography, X-Ray
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Humans
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Inhibitory Concentration 50
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Larva / drug effects
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Magnetic Resonance Spectroscopy
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Models, Molecular
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Pigments, Biological / chemistry
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Pigments, Biological / isolation & purification
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Pigments, Biological / pharmacology
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Thoracica / drug effects
Substances
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Antineoplastic Agents
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Benzopyrans
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Pigments, Biological
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aspergilone A
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azaphilone